Details of the Drug

General Information of Drug (ID: DMAMCSR)

Drug Name

acrolein

Synonyms

ACROLEIN; Acrylaldehyde; 2-Propenal; Propenal; 107-02-8; Acrylic aldehyde; Allyl aldehyde; prop-2-enal; Ethylene aldehyde; Acraldehyde; Aqualin; Magnacide H; 2-Propen-1-one; Aqualine; Slimicide; Crolean; Acquinite; Magnacide; Prop-2-en-1-al; Acrylaldehyd; Akroleina; Akrolein; Acroleine; Acroleina; Papite; Biocide; Aldeide acrilica; Aldehyde acrylique; Acraldehydeacroleina; polyacrolein; Propenaldehyde; trans-Acrolein; NSC 8819; Akrolein [Czech]; Propenal [Czech]; Rcra waste number P003; Magnacide H and B; Akroleina [Polish]; Acroleina [Italian]

Indication

Disease Entry	ICD 11	Status	REF
Discovery agent	N.A.	Investigative	[1]
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Drug Type

Small molecular drug

Structure

3D MOL is unavailable

2D MOL

#Ro5 Violations (Lipinski): 0

Molecular Weight (mw)

56.06

Logarithm of the Partition Coefficient (xlogp)

0

Rotatable Bond Count (rotbonds)

1

Hydrogen Bond Donor Count (hbonddonor)

0

Hydrogen Bond Acceptor Count (hbondacc)

1

Chemical Identifiers

Formula: C3H4O
IUPAC Name: prop-2-enal
Canonical SMILES: C=CC=O
InChI: InChI=1S/C3H4O/c1-2-3-4/h2-3H,1H2
InChIKey: HGINCPLSRVDWNT-UHFFFAOYSA-N

Cross-matching ID

PubChem CID: 7847
ChEBI ID: CHEBI:15368
CAS Number: 107-02-8
TTD ID: D0I0AA

Molecular Interaction Atlas of This Drug

Drug Therapeutic Target (DTT)

DTT Name	DTT ID	UniProt ID	MOA	REF
Transformation-sensitive protein p120 (TRPA1)	TTELV3W	TRPA1_HUMAN	Activator	[2]

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Drug Off-Target (DOT)

DOT Name	DOT ID	UniProt ID	Interaction	REF
72 kDa type IV collagenase (MMP2)	OT5NIWA2	MMP2_HUMAN	Protein Interaction/Cellular Processes	[3]
Aldehyde dehydrogenase 1A1 (ALDH1A1)	OTCUWZKB	AL1A1_HUMAN	Biotransformations	[4]
Aldehyde dehydrogenase, mitochondrial (ALDH2)	OTKJ9I3N	ALDH2_HUMAN	Biotransformations	[4]
Aldo-keto reductase family 1 member A1 (AKR1A1)	OTZT9NOW	AK1A1_HUMAN	Biotransformations	[5]
Aldo-keto reductase family 1 member B1 (AKR1B1)	OTRX72TH	ALDR_HUMAN	Biotransformations	[5]
Aldo-keto reductase family 1 member B10 (AKR1B10)	OTOA4HTH	AK1BA_HUMAN	Drug Response	[6]
Alpha-synuclein (SNCA)	OTPWC1MR	SYUA_HUMAN	Biochemical Pathways	[7]
AMP deaminase 3 (AMPD3)	OT5SP1KJ	AMPD3_HUMAN	Gene/Protein Processing	[8]
Amyloid-beta precursor protein (APP)	OTKFD7R4	A4_HUMAN	Protein Interaction/Cellular Processes	[9]
Anaphase-promoting complex subunit 2 (ANAPC2)	OTAGLIAO	ANC2_HUMAN	Gene/Protein Processing	[10]

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Molecular Interaction Atlas (MIA)

MIA Detail

Jump to Detail Molecular Interaction Atlas of This Drug

References

1	URL: http://www.guidetopharmacology.org Nucleic Acids Res. 2015 Oct 12. pii: gkv1037. The IUPHAR/BPS Guide to PHARMACOLOGY in 2016: towards curated quantitative interactions between 1300 protein targets and 6000 ligands. (Ligand id: 2418).
2	TRPA1 mediates the inflammatory actions of environmental irritants and proalgesic agents. Cell. 2006 Mar 24;124(6):1269-82.
3	Metalloproteinases mediate mucin 5AC expression by epidermal growth factor receptor activation. Am J Respir Crit Care Med. 2005 Feb 15;171(4):305-14. doi: 10.1164/rccm.200408-1003OC. Epub 2004 Nov 5.
4	Differences in susceptibility to inactivation of human aldehyde dehydrogenases by lipid peroxidation byproducts. Chem Res Toxicol. 2012 Mar 19;25(3):722-9.
5	Major differences exist in the function and tissue-specific expression of human aflatoxin B1 aldehyde reductase and the principal human aldo-keto reductase AKR1 family members. Biochem J. 1999 Oct 15;343 Pt 2(Pt 2):487-504.
6	Reduced 293T cell susceptibility to acrolein due to aldose reductase-like-1 protein expression. Toxicol Sci. 2007 Jun;97(2):562-8. doi: 10.1093/toxsci/kfm033. Epub 2007 Feb 27.
7	In parkinsonian substantia nigra, alpha-synuclein is modified by acrolein, a lipid-peroxidation product, and accumulates in the dopamine neurons with inhibition of proteasome activity. J Neural Transm (Vienna). 2007;114(12):1559-67. doi: 10.1007/s00702-007-0789-2. Epub 2007 Aug 10.
8	Gene expressions changes in bronchial epithelial cells: markers for respiratory sensitizers and exploration of the NRF2 pathway. Toxicol In Vitro. 2014 Mar;28(2):209-17.
9	Abeta-polyacrolein aggregates: novel mechanism of plastic formation in senile plaques. Biochem Biophys Res Commun. 2005 Sep 23;335(2):501-4. doi: 10.1016/j.bbrc.2005.07.111.
10	Cytotoxicity of Thirdhand Smoke and Identification of Acrolein as a Volatile Thirdhand Smoke Chemical That Inhibits Cell Proliferation. Toxicol Sci. 2016 Mar;150(1):234-46. doi: 10.1093/toxsci/kfv327. Epub 2015 Dec 29.